1.0 2010-04-08 22:09:35 UTC 2019-11-26 03:04:50 UTC FDB011350 Isosilychristin Constituent of Silybum marianum (milk thistle). Isosilychristin is found in coffee and coffee products and green vegetables. Isosilychristin hexaacetate C25H22O10 482.4362 482.121296924 3,5,7-trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-3,4-dihydro-2H-1-benzopyran-4-one 3,5,7-trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydro-1-benzopyran-4-one 77182-66-2 COC1=C(O)C=CC(=C1)C1OC2=C(O)C=CC(C3OC4=CC(O)=CC(O)=C4C(=O)C3O)=C2C1CO InChI=1S/C25H22O10/c1-33-17-6-10(2-4-14(17)28)23-13(9-26)19-12(3-5-15(29)25(19)35-23)24-22(32)21(31)20-16(30)7-11(27)8-18(20)34-24/h2-8,13,22-24,26-30,32H,9H2,1H3 QYCJAWYDGRZSTO-UHFFFAOYSA-N belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 2-arylbenzofuran flavonoids Organic compounds Phenylpropanoids and polyketides 2-arylbenzofuran flavonoids Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Alkyl aryl ethers Anisoles Aryl alkyl ketones Chromones Coumarans Flavanonols Flavonolignans Furanoflavonoids and dihydrofuranoflavonoids Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organic oxides Oxacyclic compounds Phenoxy compounds Polyols Primary alcohols Secondary alcohols Vinylogous acids 1-benzopyran 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-arylbenzofuran flavonoid 3-hydroxyflavonoid 4'-hydroxyflavonoid 5-hydroxyflavonoid 7-hydroxyflavonoid Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Chromane Chromone Coumaran Ether Flavan Flavanone Flavanonol Flavonolignan Furanoflavonoid or dihydroflavonoid Hydrocarbon derivative Hydroxyflavonoid Ketone Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Secondary alcohol Vinylogous acid logp 2.01 ALOGPS logs -3.55 ALOGPS solubility 1.37e-01 g/l ALOGPS melting_point Mp 155-157° logp 2.3 ChemAxon pka_strongest_acidic 7.81 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3,5,7-trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-3,4-dihydro-2H-1-benzopyran-4-one ChemAxon average_mass 482.4362 ChemAxon mono_mass 482.121296924 ChemAxon smiles COC1=C(O)C=CC(=C1)C1OC2=C(O)C=CC(C3OC4=CC(O)=CC(O)=C4C(=O)C3O)=C2C1CO ChemAxon formula C25H22O10 ChemAxon inchi InChI=1S/C25H22O10/c1-33-17-6-10(2-4-14(17)28)23-13(9-26)19-12(3-5-15(29)25(19)35-23)24-22(32)21(31)20-16(30)7-11(27)8-18(20)34-24/h2-8,13,22-24,26-30,32H,9H2,1H3 ChemAxon inchikey QYCJAWYDGRZSTO-UHFFFAOYSA-N ChemAxon polar_surface_area 166.14 ChemAxon refractivity 121.43 ChemAxon polarizability 47.61 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10856 Specdb::CMs 43235 Specdb::CMs 149797 Specdb::MsMs 109623 Specdb::MsMs 109624 Specdb::MsMs 109625 Specdb::MsMs 177096 Specdb::MsMs 177097 Specdb::MsMs 177098 Specdb::MsMs 2381441 Specdb::MsMs 2381442 Specdb::MsMs 2381443 Specdb::MsMs 2580888 Specdb::MsMs 2580889 Specdb::MsMs 2580890 HMDB33323 #<Reference:0x000055ce305a2e28> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Green vegetables Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390